REACTION OF 1-ARYL-3-METHYLPYRAZOL-5-ONES WITH 2-CYANOARYLDIAZONIUM BISULFATES

Authors

  • М.-Г. А. Швехгеймер Moscow A. N. Kosygin State Textile University, Moscow 117918
  • О. А. Ушакова Moscow A. N. Kosygin State Textile University, Moscow 117918
  • В. В. Нестеров A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813
  • М. Ю. Антипин A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813

DOI:

https://doi.org/10.1007/8369

Keywords:

4-arylhydrazones of 1-aryl-3-methylpyrazole-4, 5-diones, 1-aryl-3-methylpyrazol-5-ones, 2-cyanoaryldiazonium bisulfates, coupling reaction

Abstract

2-Cyanoaryldiazonium bisulfates, obtained by the action of nitrosyl sulfuric acid on isatin 3-hydrazone and its 5-bromo and 5-nitro derivatives, couple  with  1-aryl-3-methylpyrazol-5-ones and form 4-arylhydrazones of 1-aryl-3-methylpyrazole-4,5-diones.  It  was  established  on the basis of data of IR, UV, and  1H  NMR  spectra and  of X-ray structural analysis that the coupling products exist in the hydrazone form stabilized by an intramolecular hydrogen bond.

How to Cite
Shvekhgeimer, M.-G. A.; Ushakova, O. A.; Nesterov, V. V.; Antipin, M. Yu. Chem. Heterocycl. Compd. 2005, 41, 181. [Khim. Geterotsikl. Soedin. 2005, 210.]

For this article in the English edition, see DOI 10.1007/s10593-005-0124-5


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Published

2023-11-30

Issue

No. 2 (2005)

Section

Original Papers